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550426

Sigma-Aldrich

4-(Methylmercapto)phenol

98%

Synonym(s):

4-Hydroxythioanisole

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About This Item

Linear Formula:
CH3SC6H4OH
CAS Number:
1073-72-9
Molecular Weight:
140.20
EC Number:
214-031-4
MDL number:
MFCD00002351
UNSPSC Code:
12352100
PubChem Substance ID:
24879113
NACRES:
NA.22

Quality Level

100

Assay

98%

bp

153-156 °C/20 mmHg (lit.)

mp

84-86 (lit.)

functional group

thioether

SMILES string

CSc1ccc(O)cc1

InChI

1S/C7H8OS/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3

InChI key

QASBCTGZKABPKX-UHFFFAOYSA-N

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General description

4-(Methylmercapto)phenol (4MP) mediates the removal of benzyloxycarbonyl and O-benzyl protecting groups by accepting the benzyl groups during the acidolytic cleavage with trifluoroacetic acid. The presence of hydroxyl group in the para position enhances the rate of hydrodesulfurization (HDS) of 4MP.

Application

4-(Methylmercapto)phenol [4-(Methylthio)phenol] may be used in the preparation of phosphoramidodithioate intermediates for the synthesis of sulprofos amidate.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

550426-250G:
550426-VAR:
550426-25G:
550426-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6420
MKCQ9550
MKCL0860
MKCC7220
MKBW2750V

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Resolution and stereoselective action of sulprofos and related S-propyl phosphorothiolates.
Hirashima A, et al.
Journal of Agricultural and Food Chemistry, 32(6), 1302-1307 (1984)
Hua Zhang et al.
Molecules (Basel, Switzerland), 15(1), 83-92 (2010-01-30)
A highly efficient transition-metal-free catalytic system Br2/NaNO2/H2O has been developed for a robust and economic acid-free aerobic oxidation of sulfides. It is noteworthy that the sulfide function reacts under mild conditions without over-oxidation to sulfone. The role of NaNO2as an
Acceptors in the removal of protecting groups.
Bodanszky M and Bodanszky A.
International Journal of Peptide and Protein Research, 23(3), 287-291 (1984)
Lianming Wu et al.
Journal of mass spectrometry : JMS, 44(9), 1389-1394 (2009-08-22)
A novel ion/molecule reaction was observed to occur under electrospray ionization (ESI), atmospheric pressure chemical ionization (APCI), and atmospheric pressure photo ionization (APPI) conditions, leading to dimerization of ionized 4-(methyl mercapto)-phenol followed by fast H(*) loss. The reaction is particularly
Hydrotreating of compounds containing both oxygen and sulfur: effect of para-hydroxyl substituent on the reactions of mercapto and methylmercapto groups.
Viljava TR and Krause AOI.
Applied Catalysis A: General, 145(1), 237-251 (1996)
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